SCS-C004196
gemmacolide U
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Briarane diterpenoids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Dichotella gemmacea
(gorgonian)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Scleralcyonacea
Family
Ellisellidae
Genus
Dichotella
Species
Dichotella gemmacea
Beihai
DOI:
10.1016/j.bmcl.2012.05.001
· Bioorganic & Medicinal Chemistry Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
680.7 Da
Threshold ≤ 500
ALogP
2.35
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
14
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C34H48O14
Molecular Weight:
680.7440 Da
SMILES:
C=C1[C@H](OC(C)=O)C[C@H](OC(C)=O)[C@@]2(C)[C@@H](OC(=O)CC(C)C)C[C@@H](OC(C)=O)[C@]3(CO3)[C@@H]2[C@H](OC(C)=O)[C@]2(O)[C@@H](C)C(=O)O[C@H]2[C@H]1C
InChIKey:
SBAQKRCXTNRBGY-ZRENQGGESA-N
InChI:
InChI=1S/C34H48O14/c1-15(2)11-27(39)47-25-13-26(45-21(8)37)33(14-42-33)28-30(46-22(9)38)34(41)18(5)31(40)48-29(34)17(4)16(3)23(43-19(6)35)12-24(32(25,28)10)44-20(7)36/h15,17-18,23-26,28-30,41H,3,11-14H2,1-2,4-10H3/t17-,18-,23+,24-,25-,26+,28+,29-,30-,32-,33+,34-/m0/s1
Calculated Properties
ALogP:
2.355 lipophilicity
TPSA:
190.56 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
14
Rotatable Bonds:
7
Ring Count:
4
(0 aromatic)
Chiral Centers:
12
Fsp³:
0.7647 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004196
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Briarane diterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.